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Lori Oswald-Bruss has held various roles in the marketing and business development sectors since 1996. Lori began their career as a Community Education Coordinator at Mercy Health System and Froedtert Hospital. In 2001, they joined The Roberts Group as an Executive Vice President. In 2016, they became the Vice President of Marketing and Senior Marketing Director at Tea Leaves Health, a Welltok Company. In 2017, they were promoted to Vice President of Marketing at Welltok, Inc. In 2019, they joined Symmetrix Software, Inc. as Director of Business Development, and in 2022 they were appointed Director of Marketing at Speedeon.

Lori Oswald-Bruss received their Bachelor of Science degree in Community Health Education from the University of Wisconsin-La Crosse in 1996. Lori then went on to earn their Master's degree in Health Education from Carroll University in 2003.